JPS5643221A - Preparation of 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydro- naphthalene - Google Patents
Preparation of 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydro- naphthaleneInfo
- Publication number
- JPS5643221A JPS5643221A JP11894279A JP11894279A JPS5643221A JP S5643221 A JPS5643221 A JP S5643221A JP 11894279 A JP11894279 A JP 11894279A JP 11894279 A JP11894279 A JP 11894279A JP S5643221 A JPS5643221 A JP S5643221A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- neohexene
- formula
- cymene
- chloromethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- JIVANURAWUCQIG-UHFFFAOYSA-N 1,1,2,4,4,7-hexamethyl-2,3-dihydronaphthalene Chemical compound C1=C(C)C=C2C(C)(C)C(C)CC(C)(C)C2=C1 JIVANURAWUCQIG-UHFFFAOYSA-N 0.000 title 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 abstract 4
- PKXHXOTZMFCXSH-UHFFFAOYSA-N 3,3-dimethylbut-1-ene Chemical compound CC(C)(C)C=C PKXHXOTZMFCXSH-UHFFFAOYSA-N 0.000 abstract 3
- VSLJKXDXVIJAFZ-UHFFFAOYSA-N (2-chloro-1-phenylethyl)benzene Chemical compound C=1C=CC=CC=1C(CCl)C1=CC=CC=C1 VSLJKXDXVIJAFZ-UHFFFAOYSA-N 0.000 abstract 1
- PLAOCQIEAKPVEA-UHFFFAOYSA-N 1,2,2,3,3-pentamethyl-1h-indene Chemical compound C1=CC=C2C(C)(C)C(C)(C)C(C)C2=C1 PLAOCQIEAKPVEA-UHFFFAOYSA-N 0.000 abstract 1
- SXVRSCIZJBGJGB-UHFFFAOYSA-N 1-chloropropan-2-ylbenzene Chemical compound ClCC(C)C1=CC=CC=C1 SXVRSCIZJBGJGB-UHFFFAOYSA-N 0.000 abstract 1
- 241000402754 Erythranthe moschata Species 0.000 abstract 1
- 150000001348 alkyl chlorides Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- QTBFPMKWQKYFLR-UHFFFAOYSA-N isobutyl chloride Chemical compound CC(C)CCl QTBFPMKWQKYFLR-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000000352 p-cymenyl group Chemical class C1(=C(C=C(C=C1)C)*)C(C)C 0.000 abstract 1
- 238000001577 simple distillation Methods 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To prepare the titled compound giving a component of musk perfumery by ecetylation, in high yield and selectivity, by reacting p-cymene with neohexene in the presence of anhydrous aluminum chloride and a primary alkyl chloride.
CONSTITUTION: The compound of formula II is prepared by reacting p-cymene with neohexene in the presence of anhydrous aluminum chloride and a compound of formula I (R1 and R2 are alkyl or aryl), e.g. chloromethyl dimethyl methane, chloromethyl methylphenyl methane, chloromethyl diphenyl methane, etc. The amount of the compound of formula I is 1.0W1.5mol/mol of neohexene.
EFFECT: Since the by-production of p-cymene dimer is remarkably reduced, and that of pentamethylindane is completely inhibited, the objective compound is obtained in high purity simply by the simple distillation of the reaction product.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11894279A JPS5643221A (en) | 1979-09-17 | 1979-09-17 | Preparation of 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydro- naphthalene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11894279A JPS5643221A (en) | 1979-09-17 | 1979-09-17 | Preparation of 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydro- naphthalene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5643221A true JPS5643221A (en) | 1981-04-21 |
Family
ID=14749043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11894279A Pending JPS5643221A (en) | 1979-09-17 | 1979-09-17 | Preparation of 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydro- naphthalene |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5643221A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59501664A (en) * | 1982-03-12 | 1984-10-04 | ブツシユ ボ−ク アレン リミテイド | Friedel-Crafts reaction |
| JPH01196250A (en) * | 1988-01-30 | 1989-08-08 | Koubeya:Kk | Daily dish breads for reheating |
| CN109438158A (en) * | 2018-11-23 | 2019-03-08 | 山东新和成药业有限公司 | A method of synthesis 1,1,3,4,4,6- hexamethyl tetrahydronaphthalene |
-
1979
- 1979-09-17 JP JP11894279A patent/JPS5643221A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59501664A (en) * | 1982-03-12 | 1984-10-04 | ブツシユ ボ−ク アレン リミテイド | Friedel-Crafts reaction |
| JPH01196250A (en) * | 1988-01-30 | 1989-08-08 | Koubeya:Kk | Daily dish breads for reheating |
| CN109438158A (en) * | 2018-11-23 | 2019-03-08 | 山东新和成药业有限公司 | A method of synthesis 1,1,3,4,4,6- hexamethyl tetrahydronaphthalene |
| CN109438158B (en) * | 2018-11-23 | 2021-05-25 | 山东新和成药业有限公司 | Method for synthesizing 1,1,3,4,4, 6-hexamethyltetralin |
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